DesignMyNight Co-Founder Nick Telson on gay shame and taking the business to exit… exactly as they planned

What’s particularly shocking about Nick Telson’s success with DesignMyNight is how deliberate it all seemed. They set themselves a target each year, achieved it and moved onto the next one until they’d hit the numbers they needed for the exit they wanted. How many businesses do that? And it was the first startup he’d ever founded… Nick explains how they sold the business - the actual steps they took - which isn’t a process that most people know about unless they’ve been lucky enough to go through an exit themselves. And in classic startup style, it looked like the whole deal was going to collapse on the day of signing until an unlikely hero stepped up. Since exiting DesignMyNight, Nick has founded Horseplay Ventures, and more recently Trumpet, a mixture of Squarespace and Canva and Slack for sales decks. It sounds like something I would use, tbf. Despite his success, throughout his time leading DesignMyNight, Nick kept one aspect of himself relatively hidden - his sexuality. Find out why and what he’s doing about it now.  -- Sponsors Vorboss - get better internet: https://vorboss.com/secretleaders Vanta - get 20% off security certifications like ISO27001 and SOC2: https://vanta.com/secretleaders Vertice - save on your SaaS or cloud spend ($5k off or a free benchmark) using the code secretleaders: https://www.vertice.one/l/secretleaders -- Newsletter Sign up here: https://secretleaders.email/ You can find our historic newsletters here: https://www.secretleaders.com/episodes